Steric and Stereoelectronic Effects in Organic Chemistry
The steric and stereoelectronic effects control the rate and stereochemical outcome of reactions. Hence, a decent understanding of the related concepts is essential for successful synthetic planning. The book attempts to address several important issues r
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Steric and Stereoelectronic Effects in Organic Chemistry
Steric and Stereoelectronic Effects in Organic Chemistry
Veejendra K. Yadav
Steric and Stereoelectronic Effects in Organic Chemistry
123
Veejendra K. Yadav Department of Chemistry Indian Institute of Technology Kanpur Kanpur, Uttar Pradesh India
ISBN 978-981-10-1138-2 DOI 10.1007/978-981-10-1139-9
ISBN 978-981-10-1139-9
(eBook)
Library of Congress Control Number: 2016938380 © Springer Science+Business Media Singapore 2016 This work is subject to copyright. All rights are reserved by the Publisher, whether the whole or part of the material is concerned, specifically the rights of translation, reprinting, reuse of illustrations, recitation, broadcasting, reproduction on microfilms or in any other physical way, and transmission or information storage and retrieval, electronic adaptation, computer software, or by similar or dissimilar methodology now known or hereafter developed. The use of general descriptive names, registered names, trademarks, service marks, etc. in this publication does not imply, even in the absence of a specific statement, that such names are exempt from the relevant protective laws and regulations and therefore free for general use. The publisher, the authors and the editors are safe to assume that the advice and information in this book are believed to be true and accurate at the date of publication. Neither the publisher nor the authors or the editors give a warranty, express or implied, with respect to the material contained herein or for any errors or omissions that may have been made. Printed on acid-free paper This Springer imprint is published by Springer Nature The registered company is Springer Science+Business Media Singapore Pte Ltd.
To Arpita, Dhananjay and Dhruv with love
Preface
The aim of this book is to offer a decent understanding of the principles of steric and stereoelectronic effects in organic chemistry and their consequences on product selectivity and reaction rates. This book differs from most other books of the same level. In this book, strong emphasis is placed on logical evolution of the subject in a streamlined manner to aid structured comprehension of the intricacies. This book is intended for the honors undergraduate and graduate students, and the teachers. The discussion is spread over seven chapters. Chapter 1 lays the stress on the important aspects of steric and stereoelectronic effects and their control on the conformational profile and reactivity features of the molecules. Chapter 2 describes the geometrical requirements for reactions at saturated and unsaturated carbons, and the resultant stereochemical features. Application of the said geometrical requirements to intramolecular instances results in remarkable control on diastereoselectivity. Chapter 3 deals with the facial selectivity of nucleophilic additions to acyclic and cyclic carbonyl compounds, and it explains how the steric and stereoelectronic effects control the same through elaborate discussions. The selectivity profile is explained
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